# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 1538169'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C10 H12 O2 S'
_chemical_formula_sum            ' C10 H12 O2 S'
_chemical_formula_weight         196.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   5.7817(12)
_cell_length_b                   8.2558(10)
_cell_length_c                   19.972(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     953.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7254
_cell_measurement_theta_min      5.80
_cell_measurement_theta_max      68.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.721
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7722
_diffrn_reflns_av_unetI/netI     0.0429
_diffrn_reflns_av_R_equivalents  0.0918
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         5.799
_diffrn_reflns_theta_max         68.297
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1709
_reflns_number_gt                1701
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.669
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0438P)²+0.3361P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         1709
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0900
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6649(5) -0.0744(4) 0.01407(14) 0.0314(6) Uani 1 1 d . . . . .
H1A H 0.6290 -0.1772 -0.0070 0.038 Uiso 1 1 calc R U . . .
H1B H 0.8000 -0.0286 -0.0076 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7096(6) -0.0978(4) 0.08860(15) 0.0374(7) Uani 1 1 d . . . . .
H2A H 0.8665 -0.0646 0.0990 0.045 Uiso 1 1 calc R U . . .
H2B H 0.6946 -0.2117 0.0997 0.045 Uiso 1 1 calc R U . . .
C3 C 0.5372(5) 0.0021(3) 0.13161(15) 0.0294(6) Uani 1 1 d . . . . .
H3 H 0.4020 -0.0658 0.1408 0.035 Uiso 1 1 calc R U . . .
C4 C 0.4589(5) 0.1452(3) 0.08860(13) 0.0252(5) Uani 1 1 d . . . . .
H4A H 0.5743 0.2305 0.0885 0.030 Uiso 1 1 calc R U . . .
H4B H 0.3136 0.1891 0.1047 0.030 Uiso 1 1 calc R U . . .
C5 C 0.6420(5) 0.0529(3) 0.19813(13) 0.0270(6) Uani 1 1 d . . . . .
C6 C 0.5399(6) 0.0031(3) 0.25751(16) 0.0353(7) Uani 1 1 d . . . . .
H6 H 0.4040 -0.0571 0.2563 0.042 Uiso 1 1 calc R U . . .
C7 C 0.6385(7) 0.0423(4) 0.31877(15) 0.0445(8) Uani 1 1 d . . . . .
H7 H 0.5684 0.0084 0.3583 0.053 Uiso 1 1 calc R U . . .
C8 C 0.8395(7) 0.1310(4) 0.32125(16) 0.0449(8) Uani 1 1 d . . . . .
H8 H 0.9070 0.1553 0.3623 0.054 Uiso 1 1 calc R U . . .
C9 C 0.9410(6) 0.1838(4) 0.26268(16) 0.0404(7) Uani 1 1 d . . . . .
H9 H 1.0754 0.2456 0.2643 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8433(5) 0.1452(4) 0.20177(15) 0.0327(6) Uani 1 1 d . . . . .
H10 H 0.9129 0.1812 0.1625 0.039 Uiso 1 1 calc R U . . .
O1 O 0.4598(4) 0.1788(2) -0.04461(10) 0.0363(5) Uani 1 1 d . . . . .
O2 O 0.2161(3) -0.0336(2) 0.00546(12) 0.0387(5) Uani 1 1 d . . . . .
S1 S 0.42628(10) 0.06012(7) 0.00770(3) 0.0233(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.523(4) . ?
C1 S1 1.776(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.553(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C5 1.519(4) . ?
C3 C4 1.529(4) . ?
C3 H3 0.9800 . ?
C4 S1 1.772(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.387(4) . ?
C5 C10 1.393(4) . ?
C6 C7 1.388(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.374(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.379(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.379(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
O1 S1 1.4452(19) . ?
O2 S1 1.4414(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 S1 106.33(19) . . ?
C2 C1 H1A 110.5 . . ?
S1 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
S1 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?
C1 C2 C3 111.4(2) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C5 C3 C4 113.4(2) . . ?
C5 C3 C2 112.0(2) . . ?
C4 C3 C2 106.8(2) . . ?
C5 C3 H3 108.2 . . ?
C4 C3 H3 108.2 . . ?
C2 C3 H3 108.2 . . ?
C3 C4 S1 103.76(18) . . ?
C3 C4 H4A 111.0 . . ?
S1 C4 H4A 111.0 . . ?
C3 C4 H4B 111.0 . . ?
S1 C4 H4B 111.0 . . ?
H4A C4 H4B 109.0 . . ?
C6 C5 C10 118.2(3) . . ?
C6 C5 C3 119.7(3) . . ?
C10 C5 C3 122.0(2) . . ?
C5 C6 C7 120.6(3) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C8 C9 C10 120.0(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 C5 121.0(3) . . ?
C9 C10 H10 119.5 . . ?
C5 C10 H10 119.5 . . ?
O2 S1 O1 117.04(13) . . ?
O2 S1 C4 109.32(13) . . ?
O1 S1 C4 112.10(12) . . ?
O2 S1 C1 108.77(13) . . ?
O1 S1 C1 111.81(14) . . ?
C4 S1 C1 95.72(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -0.4(3) . . . . ?
C1 C2 C3 C5 -150.4(3) . . . . ?
C1 C2 C3 C4 -25.7(3) . . . . ?
C5 C3 C4 S1 163.5(2) . . . . ?
C2 C3 C4 S1 39.7(3) . . . . ?
C4 C3 C5 C6 119.0(3) . . . . ?
C2 C3 C5 C6 -120.0(3) . . . . ?
C4 C3 C5 C10 -62.8(3) . . . . ?
C2 C3 C5 C10 58.2(3) . . . . ?
C10 C5 C6 C7 -1.1(4) . . . . ?
C3 C5 C6 C7 177.2(3) . . . . ?
C5 C6 C7 C8 -0.1(5) . . . . ?
C6 C7 C8 C9 1.3(5) . . . . ?
C7 C8 C9 C10 -1.2(5) . . . . ?
C8 C9 C10 C5 0.0(5) . . . . ?
C6 C5 C10 C9 1.1(4) . . . . ?
C3 C5 C10 C9 -177.1(3) . . . . ?
C3 C4 S1 O2 75.7(2) . . . . ?
C3 C4 S1 O1 -152.81(18) . . . . ?
C3 C4 S1 C1 -36.5(2) . . . . ?
C2 C1 S1 O2 -90.9(2) . . . . ?
C2 C1 S1 O1 138.3(2) . . . . ?
C2 C1 S1 C4 21.7(2) . . . . ?

_refine_diff_density_max         0.246
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.050

_shelxl_version_number           2014-3



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_t
_database_code_depnum_ccdc_archive 'CCDC 1538195'
_audit_update_record             
;
2017-03-15 deposited with the CCDC.
2017-05-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H19 N O2 S'
_chemical_formula_sum            'C17 H19 N O2 S'
_chemical_formula_weight         301.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.3637(4)
_cell_length_b                   6.0455(3)
_cell_length_c                   11.3636(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.45
_cell_angle_gamma                90
_cell_volume                     772.20(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4049
_cell_measurement_theta_min      3.93
_cell_measurement_theta_max      68.39

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.889
_shelx_estimated_absorpt_T_min   0.681
_shelx_estimated_absorpt_T_max   0.765
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE CMOS photon 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7602
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.933
_diffrn_reflns_theta_max         68.542
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2362
_reflns_number_gt                2130
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.816
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²+0.1143P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(3)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2362
_refine_ls_number_parameters     192
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0830
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.23350(7) 0.45348(14) 0.01378(6) 0.03046(19) Uani 1 1 d . . . . .
O1 O -0.2498(2) 0.5856(4) -0.09169(18) 0.0392(6) Uani 1 1 d . . . . .
O2 O -0.2339(2) 0.2172(4) 0.0057(2) 0.0412(6) Uani 1 1 d . . . . .
N1 N -0.1059(2) 0.5228(4) 0.0872(2) 0.0308(6) Uani 1 1 d . . . . .
C1 C -0.3432(3) 0.5317(6) 0.1002(3) 0.0298(7) Uani 1 1 d . . . . .
C2 C -0.3941(3) 0.7391(6) 0.0869(3) 0.0313(7) Uani 1 1 d . . . . .
H2 H -0.3732 0.8365 0.0301 0.038 Uiso 1 1 calc R U . . .
C3 C -0.4776(3) 0.8014(6) 0.1599(3) 0.0353(8) Uani 1 1 d . . . . .
H3 H -0.5127 0.9406 0.1508 0.042 Uiso 1 1 calc R U . . .
C4 C -0.5085(3) 0.6583(7) 0.2454(3) 0.0392(9) Uani 1 1 d . . . . .
C5 C -0.4574(3) 0.4498(8) 0.2561(3) 0.0412(8) Uani 1 1 d . . . . .
H5 H -0.4790 0.3516 0.3122 0.049 Uiso 1 1 calc R U . . .
C6 C -0.3744(3) 0.3851(6) 0.1845(3) 0.0352(8) Uani 1 1 d . . . . .
H6 H -0.3401 0.2452 0.1929 0.042 Uiso 1 1 calc R U . . .
C7 C -0.5962(4) 0.7322(9) 0.3259(4) 0.0617(13) Uani 1 1 d . . . . .
H7A H -0.6640 0.7989 0.2789 0.093 Uiso 1 1 calc R U . . .
H7B H -0.5587 0.8379 0.3824 0.093 Uiso 1 1 calc R U . . .
H7C H -0.6214 0.6064 0.3674 0.093 Uiso 1 1 calc R U . . .
C8 C -0.0716(3) 0.7578(6) 0.0992(3) 0.0418(9) Uani 1 1 d . . . . .
H8A H -0.1392 0.8493 0.1102 0.050 Uiso 1 1 calc R U . . .
H8B H -0.0393 0.8089 0.0296 0.050 Uiso 1 1 calc R U . . .
C9 C 0.0234(3) 0.7631(6) 0.2099(3) 0.0380(9) Uani 1 1 d . . . . .
H9A H 0.0905 0.8536 0.1960 0.046 Uiso 1 1 calc R U . . .
H9B H -0.0092 0.8225 0.2776 0.046 Uiso 1 1 calc R U . . .
C10 C 0.0615(3) 0.5232(6) 0.2322(3) 0.0311(8) Uani 1 1 d . . . . .
H10 H 0.1158 0.4844 0.1759 0.037 Uiso 1 1 calc R U . . .
C11 C -0.0554(3) 0.4006(5) 0.1952(3) 0.0329(9) Uani 1 1 d . . . . .
H11A H -0.0418 0.2464 0.1777 0.039 Uiso 1 1 calc R U . . .
H11B H -0.1066 0.4096 0.2562 0.039 Uiso 1 1 calc R U . . .
C12 C 0.1208(2) 0.4612(7) 0.3561(2) 0.0292(6) Uani 1 1 d . . . . .
C13 C 0.1095(3) 0.5836(7) 0.4566(3) 0.0415(9) Uani 1 1 d . . . . .
H13 H 0.0638 0.7119 0.4497 0.050 Uiso 1 1 calc R U . . .
C14 C 0.1659(4) 0.5165(7) 0.5677(3) 0.0472(10) Uani 1 1 d . . . . .
H14 H 0.1591 0.6029 0.6341 0.057 Uiso 1 1 calc R U . . .
C15 C 0.2313(3) 0.3255(8) 0.5812(3) 0.0430(9) Uani 1 1 d . . . . .
H15 H 0.2681 0.2811 0.6559 0.052 Uiso 1 1 calc R U . . .
C16 C 0.2414(3) 0.2001(7) 0.4816(3) 0.0473(10) Uani 1 1 d . . . . .
H16 H 0.2844 0.0687 0.4893 0.057 Uiso 1 1 calc R U . . .
C17 C 0.1880(3) 0.2689(6) 0.3708(3) 0.0407(9) Uani 1 1 d . . . . .
H17 H 0.1973 0.1844 0.3044 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.429(2) . ?
S1 O2 1.432(3) . ?
S1 N1 1.619(3) . ?
S1 C1 1.761(3) . ?
N1 C8 1.474(4) . ?
N1 C11 1.474(4) . ?
C1 C2 1.380(5) . ?
C1 C6 1.388(4) . ?
C2 C3 1.400(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(6) . ?
C4 C7 1.516(5) . ?
C5 C6 1.390(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.533(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.524(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C12 1.516(4) . ?
C10 C11 1.525(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.382(4) . ?
C12 C17 1.387(5) . ?
C13 C14 1.390(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.370(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.33(16) . . ?
O1 S1 N1 106.49(14) . . ?
O2 S1 N1 106.61(15) . . ?
O1 S1 C1 107.60(15) . . ?
O2 S1 C1 107.91(16) . . ?
N1 S1 C1 107.27(14) . . ?
C8 N1 C11 109.9(3) . . ?
C8 N1 S1 120.1(2) . . ?
C11 N1 S1 120.6(2) . . ?
C2 C1 C6 120.7(3) . . ?
C2 C1 S1 120.1(2) . . ?
C6 C1 S1 119.1(3) . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 C7 119.8(4) . . ?
C5 C4 C7 121.2(3) . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C9 103.9(3) . . ?
N1 C8 H8A 111.0 . . ?
C9 C8 H8A 111.0 . . ?
N1 C8 H8B 111.0 . . ?
C9 C8 H8B 111.0 . . ?
H8A C8 H8B 109.0 . . ?
C10 C9 C8 105.3(3) . . ?
C10 C9 H9A 110.7 . . ?
C8 C9 H9A 110.7 . . ?
C10 C9 H9B 110.7 . . ?
C8 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
C12 C10 C9 117.8(3) . . ?
C12 C10 C11 112.7(3) . . ?
C9 C10 C11 101.7(3) . . ?
C12 C10 H10 108.1 . . ?
C9 C10 H10 108.1 . . ?
C11 C10 H10 108.1 . . ?
N1 C11 C10 101.7(2) . . ?
N1 C11 H11A 111.4 . . ?
C10 C11 H11A 111.4 . . ?
N1 C11 H11B 111.4 . . ?
C10 C11 H11B 111.4 . . ?
H11A C11 H11B 109.3 . . ?
C13 C12 C17 117.8(3) . . ?
C13 C12 C10 123.5(3) . . ?
C17 C12 C10 118.7(3) . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 121.2(3) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 118.7(3) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C17 C16 C15 120.3(4) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C12 121.5(3) . . ?
C16 C17 H17 119.2 . . ?
C12 C17 H17 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 S1 N1 C8 43.3(3) . . . . ?
O2 S1 N1 C8 173.0(3) . . . . ?
C1 S1 N1 C8 -71.6(3) . . . . ?
O1 S1 N1 C11 -173.4(2) . . . . ?
O2 S1 N1 C11 -43.8(3) . . . . ?
C1 S1 N1 C11 71.6(3) . . . . ?
O1 S1 C1 C2 -24.1(3) . . . . ?
O2 S1 C1 C2 -155.4(3) . . . . ?
N1 S1 C1 C2 90.1(3) . . . . ?
O1 S1 C1 C6 158.1(2) . . . . ?
O2 S1 C1 C6 26.9(3) . . . . ?
N1 S1 C1 C6 -87.6(3) . . . . ?
C6 C1 C2 C3 0.3(5) . . . . ?
S1 C1 C2 C3 -177.4(2) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 -1.4(5) . . . . ?
C2 C3 C4 C7 178.1(3) . . . . ?
C3 C4 C5 C6 1.4(5) . . . . ?
C7 C4 C5 C6 -178.1(3) . . . . ?
C2 C1 C6 C5 -0.3(5) . . . . ?
S1 C1 C6 C5 177.4(3) . . . . ?
C4 C5 C6 C1 -0.6(5) . . . . ?
C11 N1 C8 C9 11.0(4) . . . . ?
S1 N1 C8 C9 157.8(2) . . . . ?
N1 C8 C9 C10 15.7(4) . . . . ?
C8 C9 C10 C12 -159.1(3) . . . . ?
C8 C9 C10 C11 -35.4(3) . . . . ?
C8 N1 C11 C10 -33.2(3) . . . . ?
S1 N1 C11 C10 -179.7(2) . . . . ?
C12 C10 C11 N1 168.2(3) . . . . ?
C9 C10 C11 N1 41.1(3) . . . . ?
C9 C10 C12 C13 21.0(5) . . . . ?
C11 C10 C12 C13 -96.9(4) . . . . ?
C9 C10 C12 C17 -160.5(3) . . . . ?
C11 C10 C12 C17 81.6(4) . . . . ?
C17 C12 C13 C14 1.2(6) . . . . ?
C10 C12 C13 C14 179.7(4) . . . . ?
C12 C13 C14 C15 -1.7(6) . . . . ?
C13 C14 C15 C16 0.6(6) . . . . ?
C14 C15 C16 C17 1.0(6) . . . . ?
C15 C16 C17 C12 -1.6(6) . . . . ?
C13 C12 C17 C16 0.4(5) . . . . ?
C10 C12 C17 C16 -178.1(4) . . . . ?

_refine_diff_density_max         0.153
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.044



